Personally I haven’t. While Linux is imperfect, choosing the right distro makes the rest of the experience straightforward. And with it’s whole complexity, I find Linux more user friendly than Windows. Even driver issues, broken shadow file ownership and KDE specifics only made me more confident about my choice to use Linux after I solved everything.
Well yes, but with a current Mac there are its own issues. It probably won’t boot at all, or by design it will fall back to the internal drive even if you tell it to boot from USB
It also can silently corrupt your data on either disk because of how it handles updates if you continue to do use both at the same time.